DARRYL COOPER :  What takes more courage: starting a war or ending one? episode artwork

EPISODE · Jun 20, 2026 · 1H 2M

DARRYL COOPER : What takes more courage: starting a war or ending one?

from JIM WEBB PODCAST · host Produced and Distributed by OMG Media Partners, LLC.

A ceasefire gets announced, and then the bombs keep falling. That contradiction kicks off a blunt conversation with Darryl Cooper about the Middle East, Israel and Hezbollah, and why the United States no longer gets to “allow” outcomes in the Iran war like it’s flipping a switch.We walk through what it means when a war ends without the military objectives we started with, and why that kind of failure feels unfamiliar in modern American life. From Vietnam to Iraq to Afghanistan, leaders often keep conflicts going because the politics of stopping are brutal. We talk about the rare kind of courage it takes to cut losses, the temptation to rebrand defeat as victory, and the danger of walking away with the wrong confidence as great power competition with China and Russia accelerates.Then we get practical: next-generation asymmetric warfare, air defense limits, and the exchange-rate problem no budget can beat. If you’re firing multimillion-dollar interceptor missiles at cheap drones, you’re losing even when you “win” each engagement. We also dig into Middle East basing, long lead times for key radar systems, the military-industrial incentives that favor giant new programs, and the human costs that show up as moral injury and public distrust.Chapter Markers0:00 Opening Ceasefire And Hezbollah Strikes1:12 Meet Daryl Cooper And Set Stakes4:35 Can Israel Force A Longer War10:05 What Failure Looks Like Against Iran16:40 The Hardest Move Is Ending War23:15 Iraq Ghosts And The China Lesson32:20 Asymmetric Warfare And Cost Imbalance43:00 Empire Overreach And Middle East Basing54:45 Moral Injury Propaganda And ClosingSupport this podcast at — https://redcircle.com/jim-webb-podcast/donationsAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy

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DARRYL COOPER : What takes more courage: starting a war or ending one?

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This episode was published on June 20, 2026.

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A ceasefire gets announced, and then the bombs keep falling. That contradiction kicks off a blunt conversation with Darryl Cooper about the Middle East, Israel and Hezbollah, and why the United States no longer gets to “allow” outcomes in the Iran...

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